Synthesis, Biological Evaluation, and Molecular Docking Study of New Pyrazoline-Based Compounds

被引:0
|
作者
Al-halki, A. A. [1 ]
Al-amshany, Z. M. [1 ]
Tashkandi, N. Y. [1 ]
El-shishtawy, R. M. [1 ,2 ]
机构
[1] King Abdulaziz Univ, Fac Sci, Chem Dept, Jeddah 21551, Saudi Arabia
[2] Natl Res Ctr, Text Res Div, Dyeing Printing & Text Auxiliaries Dept, Cairo 12622, Egypt
关键词
chalcones; pyrazoline-thiazolinone; pyrazoline-thiazole; antimicrobial activity; molecular docking; VEGFR-2; kinase; DERIVATIVES; ANTICANCER; THIAZOLE; RESISTANCE; INHIBITORS; CHALCONES; DESIGN; POTENT; KINASE;
D O I
10.1134/S1070363223100158
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The current study represents the synthesis and characterization of new pyrazoline, pyrazoline-thiazolinone, and pyrazoline-thiazole-based derivatives, using 1-(4-aminophenyl)-3-substituted phenylprop-2-en-1-ones as the key intermediate precursors. In order to decrease the reaction times and boost the yields of the target compounds, microwave irradiation at 80 degrees C was utilized to synthesize the pyrazoline and thiazolinone derivatives. All the new analogues were subjected to antimicrobial evaluation against different gram-positive, gram-negative bacteria and the pathogenic yeast Candida albicans. In addition, the docking simulation study of the thiazolinone and the thiazole derivatives against VEGFR-2 kinase was carried out in comparison with the ligand sorafenib. The results confirmed that the pyrazoline-thiazole compounds represented good stability and fixation within the active site of VEGFR-2 and could be considered basic scaffolds for the discovery of new promising anticancer compounds.
引用
下载
收藏
页码:2608 / 2620
页数:13
相关论文
共 50 条
  • [41] Synthesis, molecular docking and biological evaluation of some novel tetrazolo[1,5-a]quinoline incorporated pyrazoline and isoxazoline derivatives
    Mukesh D. Nikam
    Pravin S. Mahajan
    Manoj G. Damale
    Jaiprakash N. Sangshetti
    Sanjay K. Dabhade
    Dadasaheb W. Shinde
    Charansingh H. Gill
    Medicinal Chemistry Research, 2015, 24 : 3372 - 3386
  • [42] Synthesis, molecular docking and biological evaluation of some novel tetrazolo[1,5-a]quinoline incorporated pyrazoline and isoxazoline derivatives
    Nikam, Mukesh D.
    Mahajan, Pravin S.
    Damale, Manoj G.
    Sangshetti, Jaiprakash N.
    Dabhade, Sanjay K.
    Shinde, Dadasaheb W.
    Gill, Charansingh H.
    MEDICINAL CHEMISTRY RESEARCH, 2015, 24 (09) : 3372 - 3386
  • [43] Synthesis, molecular docking, and biological evaluation of novel 2-pyrazoline derivatives as multifunctional agents for the treatment of Alzheimer's disease
    Unsal-Tan, Oya
    Kuecuekkilinc, Tuba Tueylue
    Ayazgok, Beyza
    Balkan, Ayla
    Ozadali-Sari, Keriman
    MEDCHEMCOMM, 2019, 10 (06) : 1018 - 1026
  • [44] Pyrimidines-Based Heterocyclic Compounds: Synthesis, Cytoxicity Evaluation and Molecular Docking
    El-Atawy, Mohamed A.
    Alshaye, Najla A.
    Elrubi, Nada
    Hamed, Ezzat A.
    Omar, Alaa Z.
    MOLECULES, 2022, 27 (15):
  • [45] A new pyrazoline-based fluorescent sensor for Al3+ in aqueous solution
    Hu, Shengli
    Song, Jingjing
    Wu, Gongying
    Cheng, Cuixia
    Gao, Qing
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2015, 136 : 1188 - 1194
  • [46] A New Pyrazoline-Based Fluorescent Probe for Cu2+ in Live Cells
    Li, Meng-Meng
    Huang, Shu-Ya
    Ye, Hui
    Ge, Fei
    Miao, Jun-Ying
    Zhao, Bao-Xiang
    JOURNAL OF FLUORESCENCE, 2013, 23 (04) : 799 - 806
  • [47] A New Pyrazoline-Based Fluorescent Probe for Cu2+ in Live Cells
    Meng-Meng Li
    Shu-Ya Huang
    Hui Ye
    Fei Ge
    Jun-Ying Miao
    Bao-Xiang Zhao
    Journal of Fluorescence, 2013, 23 : 799 - 806
  • [48] Molecular Docking, Synthesis and ADME Studies of New Pyrazoline Derivatives as Potential Anticancer Agents
    Wabdan, Ammar K.
    Mahdi, Monther F.
    Khan, Ayad K.
    EGYPTIAN JOURNAL OF CHEMISTRY, 2021, 64 (08): : 4311 - 4322
  • [49] Novel Compounds Based on Chalcone- and Pyrazoline-DIM Hybrids as Inhibitors of S taphylococcus aureus, Synthesis, DFT Studies, Biological Evaluation and Docking Studies
    Alejandro Ibarra-Hernandez, Javier
    Gomez-Balderas, Rodolfo
    Nivon-Ramirez, Didier
    Guadalupe Garcia-Estrada, Jose
    Alberto Mendoza-Jimenez, David
    Martinez-Zaldivar, Alejandro
    Alejandro Cruz-Sanchez, Tonatiuh
    Tovar-Betancourt, Nelly
    Alfredo Luna-Mora, Ricardo
    Guillermo Penieres-Carrillo, Jose
    JOURNAL OF MOLECULAR STRUCTURE, 2022, 1249
  • [50] Structure-activity relationship with pyrazoline-based aromatic sulfamates as carbonic anhydrase isoforms I, II, IX and XII inhibitors: Synthesis and biological evaluation
    Moi, Davide
    Nocentini, Alessio
    Deplano, Alessandro
    Balboni, Gianfranco
    Supuran, Claudiu T.
    Onnis, Valentina
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2019, 182